238422

2-Bromohexadecanoic acid

~97%

• Synonym(s): 2-Bromopalmitic acid
• Linear Formula: CH₃(CH₂)₁₃CH(Br)CO₂H
• CAS Number: 18263-25-7
• Molecular Weight: 335.32
• Beilstein: 1726517
• EC Number: 242-137-0
• MDL number: MFCD00004215
• UNSPSC Code: 12352203
• PubChem Substance ID: 57648040
• NACRES: NA.77

Properties

• Assay: ~97%
• Quality Level: 100
• form: solid
• SMILES string: CCCCCCCCCCCCCCC(Br)C(O)=O
• InChI: 1S/C16H31BrO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
• InChI key: DPRAYRYQQAXQPE-UHFFFAOYSA-N
• Gene Information: human ... PPARD(5467)

Description

General description

PPARδ (peroxisome proliferator-activated receptor, delta isoform) acts as a transcription factor for gene expression as well as playing a role in lipid metabolism regulation; activity of this receptor is ligand-regulated. 2-Bromohexadecanoic acid is a metabolically stable analoge of the fatty acid palmitic acid that has been shown to be a natural ligand for the PPARδ receptor. 2-Bromohexadecanoic acid has also been used in studies of fatty acid oxidation, palmitoylation, and glucose uptake.

Biochem/physiol Actions

2-Bromohexadecanoic acid is a PPARδ agonist. It has also been shown to inhibit fatty acid oxidation, inhibit DHHC-mediated palmitoylation, and promote glucose uptake in rat cardiac cells and the insulin-sensitive murine fibroblast line A31-IS.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves